Title: Best Serviced Apartments in Southwest Side 2026 | Expedia.co.uk

[Southwest Side Travel Guide](https://expedia.co.uk/Southwest-Side.dx553248635976475403)[Hotels in Southwest Side](https://expedia.co.uk/Southwest-Side-Hotels.d553248635976475403.Travel-Guide-Hotels)[Holiday Rentals in Southwest Side](https://expedia.co.uk/Southwest-Side-Holiday-Rentals.d553248635976475403.Travel-Guide-HolidayRentals)[Flights to Southwest Side](https://expedia.co.uk/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights)[Southwest Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southwest-Side.d553248635976475403.Car-Hire-Guide)[Southwest Side Holidays](https://expedia.co.uk/Southwest-Side.d553248635976475403.Holidays-City-Breaks)

![Chicago, IL which includes landscape views and an airport](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by by Midway Intl Airport

![](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Southwest Side apartments

![TV](https://images.trvl-media.com/lodging/104000000/103330000/103320500/103320435/w1350h899x0y1-cb7026b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/104000000/103330000/103320500/103320435/w1349h899x1y1-0f9df4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103330000/103320500/103320435/w1349h899x1y1-aea79261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103330000/103320500/103320435/w1349h899x1y1-2ba00151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

[](https://www.expedia.co.uk/Chicago-Hotels-Spacious-3-Bedroom-Apartment-10-Minutes-To-Downtown-Sleeps-Up-To-10.h103320435.Hotel-Information)

Brighton Park

10/10

Exceptional

(1 review)

"Family-friendly, quiet, perfect for a family or friends vacationing in Chicago. The apartment is very clean and the host was always available and responded quickly. The next time I come to Chicago, i will definitely stay at the apartment \[if available\]. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fabian H.

£193

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Spacious-3-Bedroom-Apartment-10-Minutes-To-Downtown-Sleeps-Up-To-10.h103320435.Hotel-Information)

![Games room](https://images.trvl-media.com/lodging/97000000/96480000/96479300/96479287/w1350h899x0y1-b9b7a110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games](https://images.trvl-media.com/lodging/97000000/96480000/96479300/96479287/w1350h899x0y1-24e41c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96480000/96479300/96479287/3bda02c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96479300/96479287/w1349h899x1y1-922f1c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

[](https://www.expedia.co.uk/Chicago-Hotels-W-Pershing-Large-Chicago-Apt-3-Bed-12-Min-Downtown-Arcade.h96479287.Hotel-Information)

Brighton Park

9.4/10

Exceptional

(9 reviews)

"Freddy was great. Quick response to every message. Comfortable lodging, especially for the price. Definitely worth a visit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marcell C.

£225

includes taxes & fees

5 Apr - 6 Apr

[](https://www.expedia.co.uk/Chicago-Hotels-W-Pershing-Large-Chicago-Apt-3-Bed-12-Min-Downtown-Arcade.h96479287.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/7d7ccc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/93c17f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/c6bb5c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/a5975d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sun-Drenched 1BR Apartment

[](https://www.expedia.co.uk/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(2 reviews)

"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tyler B.

£150

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.Hotel-Information)

![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b10cb31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/4fcb7f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b56ca762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b754723c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### West Loop Living – Bright 1BR

[](https://www.expedia.co.uk/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(8 reviews)

"Great communication and hosts. Location and unit was perfect."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Greg C.

£142

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.Hotel-Information)

![Desk, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/7a65e5d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/b5bee4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/f0a938f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/df8744f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Studio in the Heart of the Gold Coast

[](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(5 reviews)

"We had a wonderful stay at this Vrbo! The home was spotless, cozy, and exactly as described. The host was friendly, responsive, and made everything easy from check-in to check-out. We would absolutely stay here again. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brianna K.

£130

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/afe63d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/143f3ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/19144195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8ec83200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Comfort: 1BR Unit w/ Laundry

[](https://www.expedia.co.uk/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(16 reviews)

"Great host comfortable bed close to restaurants and parks"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alana C.

£150

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/d8e9b0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/7004f6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/6c271db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/a410264a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River North Rooftop With In and Out Parking 3

[](https://www.expedia.co.uk/Chicago-Hotels-River-North-Rooftop-With-In-Out-Parking-3.h117515137.Hotel-Information)

Downtown Chicago

9.6/10

Exceptional

(4 reviews)

"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer M.

£368

includes taxes & fees

14 Apr - 15 Apr

[](https://www.expedia.co.uk/Chicago-Hotels-River-North-Rooftop-With-In-Out-Parking-3.h117515137.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/e8f7392e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/7906acf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/8bacadce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/cf7a7d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern West Loop Gem-City Views & Prime Location 6

[](https://www.expedia.co.uk/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-6.h122181232.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(17 reviews)

"Great place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel L.

£459

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-6.h122181232.Hotel-Information)

![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/5893f531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/2caa1de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/c15098ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/c185e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LIVN West Loop Chicago Queen Superior Studio

[](https://www.expedia.co.uk/Chicago-Hotels-LIVN-West-Loop-Chicago-Queen-Superior-Studio.h126868503.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(1 review)

"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle R.

£127

includes taxes & fees

19 Apr - 20 Apr

[](https://www.expedia.co.uk/Chicago-Hotels-LIVN-West-Loop-Chicago-Queen-Superior-Studio.h126868503.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/e255803d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/fe11ac9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/96789a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/2e28ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1BR Modern Luxe Apt with In-Unit Laundry

[](https://www.expedia.co.uk/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information)

Downtown Chicago

8.0/10

Very good

(2 reviews)

"Great experience for me and my wife I would definitely come back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ShowtimeFam1

£142

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information)

![Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/dfb80f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/515455d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/023c5e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/167883c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Oak Park Loft

[](https://www.expedia.co.uk/Chicago-Hotels-The-Oak-Park-Loft.h107622605.Hotel-Information)

Oak Park

10/10

Exceptional

(5 reviews)

"Good location, nice neighborhood, restaurants close"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda

£193

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-The-Oak-Park-Loft.h107622605.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/385925ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel cot, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/13f4699d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/74a8f435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/5b13fa00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago-Themed 1BR in a Central Spot near Downtown

[](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Themed-1BR-In-A-Central-Spot-Near-Downtown.h124198522.Hotel-Information)

Downtown Chicago

£151

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Themed-1BR-In-A-Central-Spot-Near-Downtown.h124198522.Hotel-Information)

![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/bfe9ce5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/a91f2fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/017a65ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/w1017h1536x0y0-87b71443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Uptown Studio Gem Sum

[](https://www.expedia.co.uk/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information)

Uptown

7.4/10

Good

(6 reviews)

"The neighborhood was perfect for me. I’d like to book the same property again because of the location.The only problem was checking in. The address was wrong and if I wasn’t raised in that part of Chicago I would have been very confused.Plus I checked in late at night. It wasn’t an easy process. Next time it will be diffeeent."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Darryl C.

£148

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/e8c7e2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/bb8a78a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/0c570d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/c7d9d0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nice 1BR Spot, Unwind & Relax

[](https://www.expedia.co.uk/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information)

Lincoln Square

9.8/10

Exceptional

(28 reviews)

"Very clean & cozy! Conveniently located by great shopping & restaurants!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SHERI C.

£135

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/ca2aa0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/9c142ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/8da5334e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792993/e4a26e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your Perfect 2BR Home

[](https://www.expedia.co.uk/Chicago-Hotels-Your-Perfect-2BR-Home.h116792993.Hotel-Information)

Near West Side

8.4/10

Very good

(15 reviews)

"Great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kourtney K.

£166

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Your-Perfect-2BR-Home.h116792993.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/322fd87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/8a1e71e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/87e615f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/b07f764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom apartment just 2 minutes drive to Wrigley Field

[](https://www.expedia.co.uk/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

North Center

9.6/10

Exceptional

(65 reviews)

"Nice property, great location, super helpful host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carin O.

£241

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/98000000/97100000/97094600/97094528/23799edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97100000/97094600/97094528/af69e61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97100000/97094600/97094528/47b6353d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97100000/97094600/97094528/3c432bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Small hidden Gem. Location!

[](https://www.expedia.co.uk/Chicago-Hotels-Small-Hidden-Gem-Location.h97094528.Hotel-Information)

Cicero

9.0/10

Wonderful

(16 reviews)

" Ery nice stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Russell P.

£143

includes taxes & fees

31 Mar - 1 Apr

[](https://www.expedia.co.uk/Chicago-Hotels-Small-Hidden-Gem-Location.h97094528.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/b78ebb24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/37dc9163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/7a4fe0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/eec54680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Great Layout – Spacious 2BR Apt

[](https://www.expedia.co.uk/Chicago-Hotels-Great-Layout-Spacious-2BR-Apt.h116793118.Hotel-Information)

Rogers Park

10/10

Exceptional

(6 reviews)

"Clean, comfortable, and would definitely stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

KM W.

£160

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Great-Layout-Spacious-2BR-Apt.h116793118.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/9b3edef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/cffd5d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/8ac7acd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/90117668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ideal 2BR Getaway Close to Attractions

[](https://www.expedia.co.uk/Chicago-Hotels-Spacious-2BR-Near-Dining-Shops.h116792932.Hotel-Information)

Rogers Park

8.4/10

Very good

(7 reviews)

"Host was fantastic and property excellent!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David R.

£160

includes taxes & fees

25 Mar - 26 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Spacious-2BR-Near-Dining-Shops.h116792932.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/1897ede8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/fca43c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/83c9368f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/68407ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish and Roomy 2BR in Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-Stylish-And-Roomy-2BR-In-Chicago.h116792691.Hotel-Information)

Edgewater

9.0/10

Wonderful

(14 reviews)

"Clean room, easy, check-in, great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

brent w.

£154

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Chicago-Hotels-Stylish-And-Roomy-2BR-In-Chicago.h116792691.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-04-07&endDate=2026-04-08&regionId=553248635976475403&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT)

Villas

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Condos

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Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE)

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## Top Southwest Side Hotel Reviews

![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg)

### The Wade

2/10 Terrible

"Horrible reservations was at 4 the had us wait 1 to 2 hours saying my room wasn’t ready "

[](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Wonderful stay "

[](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"The room is cozy and decent"

[](https://expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Loved it"

[](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"Great hotel "

[](https://expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg)

### Eurostars Magnificent Mile

8/10 Good

"Center of everything.. Will book again!!!"

[](https://expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a_y.jpg)

### Aloft Chicago Mag Mile

4/10 Poor

"Bathroom was dirty, there was dry pee in the toilet "

[](https://expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg)

### Hilton Chicago

10/10 Excellent

"We love staying here "

[](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![Hilton Garden Inn Chicago Downtown/Magnificent Mile](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe_y.jpg)

### Hilton Garden Inn Chicago Downtown/Magnificent Mile

8/10 Good

"Breakfast was plain "

[](https://expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

## Find out more about Southwest Side

## Southwest Side Apartments information

| Number of reviews | 197            |
| ----------------- | -------------- |
| Accommodation     | 623 Apartments |
| Lowest Price      | £130           |
| Highest Price     | £459           |

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